1-Propanol → 7,8-Dimethyl-6-propoxy-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

HRID 657872

Reaction equation

HRID 657872 reaction equation
[H-].[Na+].Cl[C:4]1[C:5]([CH3:15])=[C:6]([CH3:14])[C:7]2[N:8]([C:10]([NH2:13])=[N:11][N:12]=2)[N:9]=1.[CH2:16]([OH:19])[CH2:17][CH3:18]>CN(C=O)C>[CH3:15][C:5]1[C:4]([O:19][CH2:16][CH2:17][CH3:18])=[N:9][N:8]2[C:10]([NH2:13])=[N:11][N:12]=[C:7]2[C:6]=1[CH3:14]

Participants

5

Reactant 3

HCID 10311-Propanol2×HCID 24758Sodium hydrideHCID 580458046-Chloro-7,8-dimethyl-[1,2,4]triazolo[4,3-B]pyridazin-3-amine

Product 1

HCID 580459537,8-Dimethyl-6-propoxy-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1-Propanol (28 ml) was deprotonated analogously to W1.056 with sodium hydride (1.3 g) and reacted with 6-chloro-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine (W2.006a, 1 g), dissolved in 1-propanol (10 ml) and DMF (10 ml), and worked up. 647 mg of the title compound were isolated in sufficient purity.

Sources & evidence

ORD record
ord-38c169b71e6447ef950376f75ace503a
Source dataset
uspto-grants-2011_12
Patent number
US08076336B2

Linked notes

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